Helpdesk Support Technician

The Helpdesk Support Technician is responsible for delivering first-line technical support to staff across hospitality operations, including front desk, reservations, food & beverage, housekeeping, maintenance, administrative teams, and back-office roles. This role ensures the reliability and performance of IT systems that directly impact guest experience, operational efficiency, and revenue generation., Technical Support & Troubleshooting

• Serve as the primary point of contact for all IT-related issues via phone, email, and ticketing system
• Diagnose and resolve hardware, software, network, and peripheral issues in a timely manner
• Provide support for desktops, laptops, mobile devices, printers, and POS systems
• Troubleshoot connectivity issues including Wi-Fi, VPN, and network access

Hospitality Systems Support

• Support Property Management Systems (PMS), Point of Sale (POS), and reservation platforms
• Assist with check-in/check-out system issues to minimize guest disruption
• Maintain integrations between systems (e.g., PMS, payment processing, key card systems)
• Ensure uptime and responsiveness of guest-facing technologies (Wi-Fi, kiosks, digital signage)

User Support & Training

• Provide on-site and remote support to hotel staff across all departments
• Deliver basic user training on systems, applications, and security best practices
• Create and maintain user-friendly documentation and knowledge base articles

Incident & Request Management

• Log, track, and manage support tickets through resolution following SLA guidelines
• Escalate complex issues to senior IT staff or vendors as needed
• Prioritize issues based on operational and guest impact

System Maintenance & Administration

• Perform routine system updates, patches, and preventative maintenance
• Manage user accounts, permissions, and access control (Active Directory, email systems, etc.)
• Assist in onboarding/offboarding employees, including equipment setup and access provisioning

Vendor Coordination

• Work with third-party vendors for system support, maintenance, and issue resolution
• Coordinate on-site service visits when required

Security & Compliance

• Follow company IT security policies and hospitality compliance standards (e.g., PCI compliance)
• Identify and report potential security risks or breaches
• Assist with endpoint protection and system monitoring

Do you have experience in macOS?, Do you have a Associate’s degree?, The ideal candidate combines strong technical troubleshooting skills with excellent customer service, understanding the fast-paced and service-oriented nature of the hospitality industry., * Associate’s or bachelor’s degree in information technology or related field (or equivalent experience)

• 2+ years of helpdesk or technical support experience
• Experience in hospitality or service-based environments preferred

Technical Skills

• Proficiency in Windows and/or macOS environments
• Familiarity with Microsoft 365, Active Directory, and basic networking concepts (TCP/IP, DNS, DHCP)
• Experience supporting PMS, POS, or similar hospitality systems is a strong plus
• Knowledge of hardware troubleshooting and peripheral devices

Soft Skills

• Strong customer service and communication skills
• Ability to remain calm and effective in high-pressure situations
• Excellent problem-solving and organizational skills
• Ability to prioritize and multitask in a dynamic environment

Pulled from the full job description

• Pet insurance
• Health insurance
• 401(k) matching
• Paid time off
• Vision insurance
• Dental insurance
• Flexible spending account, * May require evening, weekend, and holiday support based on operational needs
• On-call rotation may be required
• Frequent movement between departments and properties may be necessary
• Ability to lift and move IT equipment (up to 50 lbs)

Culture:

• Woodloch takes pride in having exceptional staff with a great work culture in a beautiful setting (lake side!)
• We promote teamwork and cooperation
• We celebrate our staff with appreciation/holiday parties
• Career development and advancement, * Medical, Dental, and Vision for Full Time, Part Time and Seasonal employees
• Company-paid Life insurance for Full-Time employees
• Short Term Disabilities plans, Life and Pet insurance
• 401k with employer match
• 529 College Savings Plan
• Generous Paid Time Off package, Paid Sick & Paid FMLA
• Flexible & Dependent Care Saving Account (FSA)
• Complimentary birthday dollars
• Employee Crisis Fund/ Benevolent Fund
• Complimentary Day Passes
• Free use of many facilities, sports complex discounts, golf discounts, wellness programs
• Dozens of local employee retail discounts

Full benefit details will be disclosed during new employee orientation

Nestled in the scenic Pocono Mountains of Pennsylvania, Woodloch Resort encompasses an award-winning family resort (Woodloch Pines), championship golf course (Woodloch Springs) and a luxury destination spa (The Lodge at Woodloch).

Owned and operated with pride by the Kiesendahl family since 1958, the concept of family is truly at the core of Woodloch and is key to its longtime success. Woodloch Pines was voted by TripAdvisor as the number one family resort in the United States and remains committed to its original mission to “treat all guests as if they were company in their own homes.” Staff members are no exception to this rule.

Employees work hard and are passionate about what they do and why they do it. Staff can attest to feeling as though they are as much a part of the fun of being on vacation as the guests. With our unique activity program, abundant amenities, and outstanding nightly entertainment, your family, friends, and co-workers are guaranteed to be engaged, energized, and enthusiastic!